Abstract

The invention comprises dyes containing sulphonamide groups, of the formula: <FORM:0717455/IV(c)/1> wherein X and Y are methyl or ethyl, Z is hydrogen, chlorine, or bromine, and R is the radical of an amine, and wherein the phenyl nuclei may be further substituted by methyl, ethyl, chlorine or bromine but each phenyl nucleus contains at most one halogen atom. They are made by condensing the amine having only one nucleus attached to aminoin the case of arylamines referred to with the corresponding disulphonyl chloride. The unsulphonated products may be used as pigments and the sulphonated are blue dyes for wool, silk, or nylon. Starting materials specified are the disulphonyl chlorides from 1.4-diarylaminoanthraquinones (see Specification 712,771) in which, each of the aryl radicles is (1) 2.6-dimethylphenyl, with both Z's hydrogen and with one and two Z's chlorine, (2) 2.4.6-trimethylphenyl, (3) 2.3.4.6- tetramethylphenyl, (4) 2.4.6-triethylphenyl, (5) 2.4- dimethyl-6-ethylphenyl, (6) 2.4.6-trimethyl-3-bromphenyl, (7) 2.4.6-trimethyl-3-chlorphenyl and in the examples substances selected from these are reacted with the following amines:-(1) taurine, (2) N-methyltaurine, (3) 3 or 4-aminobenzene-1-carboxylic acid, (4) p-aminosalicylic acid, (5) 1.3-dimethyl-4-aminobenzene 5 or 6-sulphonic acid, (6) 1-methoxy-2-aminobenzene-4-sulphonic acid, (7) (41-methoxy-31-amino)-phenylmethane-sulphonic acid, (8) p-(p1-aminobenzoylamino) salicylic acid, (9) 1-aminonaphthalene-5 or 7-sulphonic acid, or a mixture of 1-aminonaphthalene-6 and 7-sulphonic acids, (10) amylamine, (11) monoethanolamine or diethanolamine, (12) aniline, methylaniline, or m-xylidine. A further example describes the dyeing of silk and wool. Other amines specified are methylamine, diethylamine, propanolamine, piperidine, toluidines, xylidines, anisidines, phenetidines, N - (aminophenyl) - aminobenzene sulphonic acids, (31-amino-41.61-dimethyl) phenylmethane-sulphoni acid.

GB2586952A1951-10-181952-10-15Sulphonamides of the anthraquinone series and process for their manufacture
ExpiredGB717455A
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